Trying to tame a wild redhead through flirting
[Note: I just realized I didn't give a description for Lulu's eyes in the official character description. They're big and green, but not emerald green like Lillian's, they're more like a greenish turquoise, but the outer and inner rings of her irises are distinctly sapphire blue, she has a sort of same-eye heterochromia]

You felt like you were in a very dangerous position to be further egging on your already and overly playful teacher, but she was practically demanding more compliments, and maybe the worst part here was that you actually found her hot, holding back must've made it evident you weren't being quite truthful.

'I can only hope none of this comes to bite me back in the worst way possible' You sighed with resignation.

"W-Well, you... you're beautiful, actually... I don't think it's an exaggeration to say you're the prettiest teacher in the entire school..." You said with a minimum hint of hesitation, however, the compliment was sincere, you really meant that.
"You're even the envy of most girls! They can only dream of being half as gorgeous as you are" You added with a little chuckle.

You were unsure she'd buy that one, not being too confident on your smooth-talking skills, yet, at the same time, considering the almost ridiculous position you were in, and that this was someone so hopelessly out of your league even if you gave it a serious shot, these notions made you feel more at ease, you weren't risking a shot that may miss, as it would be with Jen, so, as strange as it may have sounded, you didn't feel the same kind of pressure, you just needed to make Lulu happy.
'If I were good at this I would've been able to ask Jen a long time ago...' You thought, wondering why you couldn't get an Alternate Reality where she were your girlfriend.

"Your hair's fiery red cannot be replicated by dyes, and no contact lens can match the superb beauty of those green eyes with blue rings. Just with those, all women in the entire school are so outclassed it's not even funny" You said, feeling you may have laid it out a little too thick and she would see right through your attempt at pleasing her.

Instead, you heard her quietly gasp and giggle to herself... sounding more like a schoolgirl rather than a teacher.
'Did... did those work?' You paused, quickly re-evaluating your next course of action. You could stop it right there, but maybe if you push it a bit more you'll make her happy enough to listen to what you may ask of her. Maybe this was one of those rare chances one only ever got once in their whole life, and, stranded in a new, bizarre world whose rules you didn't even began to understand, this could be your only shot at trying to get out of being your teacher's glorified butt-lint.

"Of course, there's more... there's a lot more..." You said, though your head pounded harder, in a way, you felt like you were trying to tame a huge, wild beast, an exceedingly high risk if you failed, but it could also come with an immense reward, should you succeed. These high stakes made your adrenaline levels spike, but you didn't let it cloud your mind, you needed to get this right and hopefully you could gain a very useful ally.

"Your skin is also the prettiest, silkiest and smoothest out of the whole school. If more women were like you, the companies that make creams, pills and whatever for skin would go bankrupt..." You said, and remembered that Lulu, at least the one you knew, sometimes joked about her freckles, implying she wasn't too fond of them, as she had quite a few across her cleavage and across her face, at her nose's level, but almost everyone could agree that it only made her cuter, so you decided to go with that.

"I don't know how you feel about your freckles, but, no offense, if you think they diminish your beauty in anyway, you're seriously wrong, they only make you look cuter in ways other women can't copy" You heard more muffled giggling. This act was working, or so it seemed.
'Huh, did it suddenly get warmer?' You thought, feeling that the temperature, which was already warmer than the outside, increased some more, but you couldn't tell for sure.
'Nah, probably my nerves... I guess I need to keep this up'

"And lastly, you rock a body so stunning that saying it was sculpted by the gods is an insult rather than a compliment" When you said that, your surroundings shook, like a mini earthquake, though the doughy walls that encased you rippled noticeably from that motion. You felt the temperature increase, this time for sure.

"Oooh..." Lulu said, and it even sounded like she was short of breath when she spoke, and heard her take a deep breath, then pause for a moment, presumably to compose herself a little at least.
"That was very nice, sweetie. I really loved all of that" She softly spoke in a suggestive tone that sent shivers down your spine. But before you could try to reclaim the reins in this conversation, she spoke again.
"Let's be a bit more specific though... about my body... what is it that you like the most?"

You gulped. Had you taken it too far? Or was this what you needed to finish it off to hopefully get her to either take you out or to listen to whatever you could ask of her? You had already gone far enough, might as well go all the way, you told yourself.

"I mean... all of your body is wonderful..." You said in response, and then the plush walls encasing you began exerting more pressure upon you, though only a little more... it seemed she was just teasing you.

"But you must have a favorite" She said with the most blatantly flirty tone that you had heard so far. And that was accompanied by her giving her wide hips a shake, that to her was little, but to you was as if the entire world trembled. It was plenty obvious she knew which one was your favorite, and you weren't sure if she'd even accept any other answer. You gulped hard, there was only one option.

"Y-Yeah..." You said, losing some of the momentum you had built up until now.

"Awww. Don't be embarrassed! I just wanna hear it from you..." Lulu now had definitely taken the reins from you, and was steering you towards the outcome she wanted. The pressure from her plush 'walls' increased.

"Uhhh... well... what I like the most about your body..." You began sweating, and it wasn't from the increased warmth that surrounded you, you could feel your own body heating up.
"...is your butt..." When you said that, the pressure upon you dramatically increased, and you also noticed that the warmth increased, but it was different, it didn't come from her humongous asscheeks, it came from farther down below. Unknown to you, a fire had been stoked in Lulu's womanhood. Hearing your compliments and having you deep into her massive ass were beyond incredible turn-ons for her.

"Go on" She softly beckoned, and used one hand to fondle her own booty, her fingers greedily sank into its marshmallow-like bulk, unable to be contained by even the biggest hands in the world, and so soft it sort of spilled between her fingers.

You took a deep breath. You knew Lulu loved to flaunt her butt, and she took calling it big as a compliment, and more or less had an idea of what she wanted to hear, which were all things that were true anyway. But you were starting to become worried that this may have gotten out of hand. Then again, if it had, it was too late to backpedal now.

"It's... it's so big... it's actually huge, it's the biggest I've ever seen, but it's also so round it looks almost unreal, but in a good way... and, well... I can tell first-hand that it's super soft, like a cloud" You said while blushing and trying to squeeze a handful of one of the pillowy masses that engulfed you. Thankfully, the clenching relaxed, but you felt that it was getting even warmer in there.

"And... it's practically my whole world now..." You added, but again, unsure on whether that one would work, it was even half-jokingly, though the fact that it was a pretty literal phrase in your context made you shudder. You weren't entirely sure, but you could swear you heard a muffled moan, and that was followed by wild shaking everywhere around you, as well as a brief increase in pressure that must've been a short clench for her.

"You're welcome, hon" She whispered into the phone. You didn't fully know why, but you shivered.
"That was much better. The world be a much better place if everyone could be just as honest" She chuckled.

You... you weren't expecting that, but coming to think of it, you weren't even sure about what to expect... your main bet was Lulu got charmed enough to take you out of her butt, even if that meant she'd get flirty in other ways... and the other bet was that she would be in such a good mood she'd humor your request, which would be to be taken out... and only now you realized the glaring fatal flaw in your plan. If your favorite thing about her was her butt, why would you ever want to get out of it?.

'Did... she just play me like a fiddle...?! Worse... did I just play myself?!' Your eyes widened in horror. Your plan seemed so solid just a couple of minutes ago, only to crumble down faster than what little confidence you had managed to build up. Your heart began racing, you needed to think fast, and use the cards you had been dealt with in the best way you could... but, would that work? Will Lulu listen to your request and take you out of her overwhelming derriere? Or, did you get her in a good mood... perhaps too good?
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May 12, 2023